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Chesapeake, VA Homes for Sale — Page 2 | Realty.com
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3 bedsNew constructionWith a pool

Homes for Sale in Chesapeake, VA

Homes for Sale in Chesapeake, VA

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24 of 887 Listings
Map

Homes for Sale in Chesapeake, VA

24 of 887 Listings

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Call Tiffany
  1. 1125 Sir Gawaine Drive — photoNew42Active

    $360,000

    4 bd · 3 ba · 1,950 sqft

    1125 Sir Gawaine Drive, Chesapeake, VA

    Creed Realty

  2. 810 Hedgerow Court — photoNew50Active

    $675,000

    5 bd · 3 ba · 3,200 sqft

    810 Hedgerow Court, Chesapeake, VA

    BHHS RW Towne Realty

  3. 821 Redleafe Circle — photoNew46Active

    $980,000

    6 bd · 4 ba · 4,800 sqft

    821 Redleafe Circle, Chesapeake, VA

    BHHS RW Towne Realty

  4. 408 Currituck Drive — photoNew50Active

    $529,900

    4 bd · 3 ba · 2,244 sqft

    408 Currituck Drive, Chesapeake, VA

    BHHS RW Towne Realty

  5. 2020 Sanderson Road — photoNew46Active

    $798,900

    4 bd · 3 ba · 3,223 sqft

    2020 Sanderson Road, Chesapeake, VA

    Iron Valley Real Estate HR

  6. Evergreen — photoNew3Active

    $554,900

    4 bd · 3 ba · 2,478 sqft

    Evergreen, Chesapeake, VA

    RHOAD & CO.

  7. 2432 Youngman Road — photoNew33Active

    $262,500

    2 bd · 1 ba · 825 sqft

    2432 Youngman Road, Chesapeake, VA

    RE/MAX Edge

  8. 216 Astra Lane — photoNew24Active

    $299,900

    3 bd · 3 ba · 1,239 sqft

    216 Astra Lane, Chesapeake, VA

    Boyd Realty Partners

  9. 614 Middleton Way — photoNew50Active

    $589,000

    4 bd · 3 ba · 2,456 sqft

    614 Middleton Way, Chesapeake, VA

    Howard Hanna Real Estate Svcs.

  10. 905 Railroad Avenue — photoNew30Active

    $399,900

    3 bd · 3 ba · 1,654 sqft

    905 Railroad Avenue, Chesapeake, VA

    BHHS RW Towne Realty

  11. 1021 Grantham Lane — photoNew49Active

    $559,900

    4 bd · 2 ba · 2,332 sqft

    1021 Grantham Lane, Chesapeake, VA

    NextHome Tidewater Realty

  12. 1403 Elder Avenue — photoNew38Active

    $450,000

    5 bd · 3 ba · 2,159 sqft

    1403 Elder Avenue, Chesapeake, VA

    Real Broker LLC

  13. 1221 Commerce Avenue — photoNew29Active

    $279,725

    3 bd · 3 ba · 1,280 sqft

    1221 Commerce Avenue, Chesapeake, VA

    Own Real Estate LLC

  14. NewActive

    $630,000

    5 bd · 4 ba · 3,259 sqft

    938 Olmstead Street, Chesapeake, VA

    BHHS RW Towne Realty

  15. 605 Wood Nymph Lane — photoNew50Active

    $674,900

    4 bd · 4 ba · 2,900 sqft

    605 Wood Nymph Lane, Chesapeake, VA

    BHHS RW Towne Realty

  16. 3301 Settlement Court — photoNew27Active

    $275,000

    2 bd · 2 ba · 1,274 sqft

    3301 Settlement Court, Chesapeake, VA

    Real Broker LLC

  17. 700 Saxon Court — photoNew48Active

    $355,000

    4 bd · 2 ba · 1,716 sqft

    700 Saxon Court, Chesapeake, VA

    Creed Realty

  18. 1253 Quarter Path Trail — photoNew40Active

    $365,000

    3 bd · 2 ba · 1,320 sqft

    1253 Quarter Path Trail, Chesapeake, VA

    Iron Valley Real Estate HR

  19. 3019 Roundtable Drive — photoNew32Active

    $360,000

    3 bd · 2 ba · 1,842 sqft

    3019 Roundtable Drive, Chesapeake, VA

    Keller Williams Realty Twn Ctr

  20. 2022 Weber Avenue — photoNew31Active

    $360,000

    3 bd · 3 ba · 1,704 sqft

    2022 Weber Avenue, Chesapeake, VA

    Iron Valley Real Estate HR

  21. 808 Dolph Circle — photoNew50Active

    $615,000

    4 bd · 3 ba · 2,752 sqft

    808 Dolph Circle, Chesapeake, VA

    BHHS RW Towne Realty

  22. 603 Oxbow Court — photoNew50Active

    $850,000

    5 bd · 3 ba · 3,944 sqft

    603 Oxbow Court, Chesapeake, VA

    The Agency

  23. 4640 Ballahack Road — photoNew50Active

    $589,900

    4 bd · 3 ba · 2,225 sqft

    4640 Ballahack Road, Chesapeake, VA

    BHHS RW Towne Realty

  24. 2941 Guenevere Drive — photoNew37Active

    $383,500

    4 bd · 2 ba · 1,776 sqft

    2941 Guenevere Drive, Chesapeake, VA

    Swell Realty Co

123…37

Explore Chesapeake homes

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Real Estate Information Network (REIN)
© 2026 REIN Inc. Information Deemed Reliable but Not Guaranteed. The listings data displayed on this medium comes in part from the Real Estate Information Network, Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions. Some or all of the listings (or listings Data) represented in this application have been enhanced with Data not provided by REIN. This application does not include information on all of the properties available for sale at this time.

Chesapeake housing market

September 2026 · This period is still settling

Chesapeake 12-month median sale price trend

Homes that sold · County records, as of Sep 23, 2026

Median sale price
$379,900$300,000–$535,000 typical range
Price per sq. ft.
$217
Sales
297
Paid in cash
19.5%

Homes on the market · MLS, as of Sep 27, 2026

Median list price
$367,500
Homes for sale
14

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year
-1.8%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size
1,938 sq. ft.
  • Waterfront Homes
  • Your Chesapeake agent

    TG

    Tiffany Gelzinis

    The Gelzinis Group/REAL

    Lic. #0225217891

    Call Tiffany

    Nearby areas

    ZIP codes

    • 23434 (329)
    • 23322 (293)
    • 23451 (255)
    • 23435 (222)
    • 23456 (222)
    • 23320 (207)
    • 23462 (165)
    • 23669 (154)

    Cities

    • Virginia Beach (1,300)
    • Norfolk (727)
    • Suffolk (584)
    • Hampton (483)
    • Newport News (333)
  • Portsmouth (328)
  • Smithfield (104)
  • Carrollton (60)
  • Chesapeake, VA community profile

    Population
    256,189
    Median income
    $93,979
    Housing units
    94,442
    People per sq. mi.
    718.2
    Area
    356.7 sq. mi.

    Source: HJN community data